Water → HCID 23038936, compound

HRID 1708934Notes

Reaction equation

HRID 1708934 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[CH3:11].Cl[C:13]1[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][N:14]=1.O>C(Cl)Cl>[F:20][C:19]([F:22])([F:21])[C:16]1[CH:17]=[CH:18][C:13]([NH:1][C:2]2[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=2[CH3:11])=[N:14][CH:15]=1

Participants

5

Reactant 3

HCID 962WaterHCID 74442-Methyl-5-NitroanilineHCID 923422-Chloro-5-(trifluoromethyl)pyridine

Product 1

HCID 23038936HCID 23038936, compoundYield 74,016.102%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3.04 g (0.02 mmol) of 2-amino-4-nitrotoluene and 7.26 g (0.04 mol) of 2-chloro-5-trifluoromethylpyridine are stirred in the molten state for 5 hours at 160° C. After cooling, 200 ml of water are added thereto and the product is taken up in methylene chloride. The solvent is evaporated off and the residue is purified by column chromatography (silica gel, methylene chloride:hexane=2:1), affording 4.4 g of N-(5-trifluoromethyl-2-pyridyl)-2-methyl-5-nitroaniline (m.p. 103°-105° C.).

Workup

  1. temperatureAfter cooling
  2. customThe solvent is evaporated off
  3. customthe residue is purified by column chromatography (silica gel, methylene chloride:hexane=2:1)

Sources & evidence

ORD record
ord-213c49fc440e41eba15c7f6b83a766a1
Source dataset
uspto-grants-1990_08
Patent number
US04946854

Reaction notes

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